US20060282035A1 - Cyanoacrylate adhesive applicator swab - Google Patents
Cyanoacrylate adhesive applicator swab Download PDFInfo
- Publication number
- US20060282035A1 US20060282035A1 US11/149,794 US14979405A US2006282035A1 US 20060282035 A1 US20060282035 A1 US 20060282035A1 US 14979405 A US14979405 A US 14979405A US 2006282035 A1 US2006282035 A1 US 2006282035A1
- Authority
- US
- United States
- Prior art keywords
- cyanoacrylate
- valve
- hollow chamber
- dispenser
- swab
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 239000004830 Super Glue Substances 0.000 title abstract description 4
- FGBJXOREULPLGL-UHFFFAOYSA-N ethyl cyanoacrylate Chemical compound CCOC(=O)C(=C)C#N FGBJXOREULPLGL-UHFFFAOYSA-N 0.000 title description 4
- 229920001651 Cyanoacrylate Polymers 0.000 claims abstract description 49
- MWCLLHOVUTZFKS-UHFFFAOYSA-N Methyl cyanoacrylate Chemical compound COC(=O)C(=C)C#N MWCLLHOVUTZFKS-UHFFFAOYSA-N 0.000 claims abstract description 43
- 238000000034 method Methods 0.000 claims abstract description 39
- 239000000463 material Substances 0.000 claims abstract description 14
- 230000002745 absorbent Effects 0.000 claims abstract description 11
- 239000002250 absorbent Substances 0.000 claims abstract description 11
- 230000001954 sterilising effect Effects 0.000 claims abstract description 8
- 238000004659 sterilization and disinfection Methods 0.000 claims abstract description 8
- 239000011324 bead Substances 0.000 claims abstract description 6
- 239000002775 capsule Substances 0.000 claims abstract description 6
- 230000008569 process Effects 0.000 claims abstract description 5
- 239000000203 mixture Substances 0.000 claims description 41
- -1 polypropylene Polymers 0.000 claims description 28
- 239000000178 monomer Substances 0.000 claims description 18
- 238000007789 sealing Methods 0.000 claims description 15
- 229920001903 high density polyethylene Polymers 0.000 claims description 13
- 239000004700 high-density polyethylene Substances 0.000 claims description 13
- 239000004743 Polypropylene Substances 0.000 claims description 11
- 229920000098 polyolefin Polymers 0.000 claims description 11
- 229920001155 polypropylene Polymers 0.000 claims description 11
- IJVRPNIWWODHHA-UHFFFAOYSA-N 2-cyanoprop-2-enoic acid Chemical compound OC(=O)C(=C)C#N IJVRPNIWWODHHA-UHFFFAOYSA-N 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- JJJFUHOGVZWXNQ-UHFFFAOYSA-N enbucrilate Chemical group CCCCOC(=O)C(=C)C#N JJJFUHOGVZWXNQ-UHFFFAOYSA-N 0.000 claims description 5
- 229950010048 enbucrilate Drugs 0.000 claims description 5
- RPQUGMLCZLGZTG-UHFFFAOYSA-N octyl cyanoacrylate Chemical compound CCCCCCCCOC(=O)C(=C)C#N RPQUGMLCZLGZTG-UHFFFAOYSA-N 0.000 claims description 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- 238000006073 displacement reaction Methods 0.000 claims description 3
- 239000012530 fluid Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 2
- FXDAXLSJARZDBW-UHFFFAOYSA-N 6-methylheptyl 2-cyanoprop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C(=C)C#N FXDAXLSJARZDBW-UHFFFAOYSA-N 0.000 claims 3
- 125000003709 fluoroalkyl group Chemical group 0.000 claims 3
- 125000005348 fluorocycloalkyl group Chemical group 0.000 claims 3
- 229930195733 hydrocarbon Natural products 0.000 claims 3
- 150000002430 hydrocarbons Chemical class 0.000 claims 3
- 238000005086 pumping Methods 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 239000000853 adhesive Substances 0.000 description 9
- 230000001070 adhesive effect Effects 0.000 description 9
- 239000007788 liquid Substances 0.000 description 9
- 239000006260 foam Substances 0.000 description 7
- 239000003112 inhibitor Substances 0.000 description 7
- CQVWXNBVRLKXPE-UHFFFAOYSA-N 2-octyl cyanoacrylate Chemical compound CCCCCCC(C)OC(=O)C(=C)C#N CQVWXNBVRLKXPE-UHFFFAOYSA-N 0.000 description 6
- 208000027418 Wounds and injury Diseases 0.000 description 6
- 206010052428 Wound Diseases 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 4
- 238000010526 radical polymerization reaction Methods 0.000 description 4
- 229920000742 Cotton Polymers 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 3
- NLCKLZIHJQEMCU-UHFFFAOYSA-N cyano prop-2-enoate Chemical class C=CC(=O)OC#N NLCKLZIHJQEMCU-UHFFFAOYSA-N 0.000 description 3
- 230000007246 mechanism Effects 0.000 description 3
- 239000004255 Butylated hydroxyanisole Substances 0.000 description 2
- 239000004322 Butylated hydroxytoluene Substances 0.000 description 2
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 229920005830 Polyurethane Foam Polymers 0.000 description 2
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 2
- 238000005299 abrasion Methods 0.000 description 2
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 2
- 238000005452 bending Methods 0.000 description 2
- 235000019282 butylated hydroxyanisole Nutrition 0.000 description 2
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 description 2
- 229940043253 butylated hydroxyanisole Drugs 0.000 description 2
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 2
- 229940095259 butylated hydroxytoluene Drugs 0.000 description 2
- 239000000356 contaminant Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- LHGVFZTZFXWLCP-UHFFFAOYSA-N guaiacol Chemical compound COC1=CC=CC=C1O LHGVFZTZFXWLCP-UHFFFAOYSA-N 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 239000011496 polyurethane foam Substances 0.000 description 2
- 239000004711 α-olefin Substances 0.000 description 2
- IQDPHMACOQAPBQ-UHFFFAOYSA-N 2-ethoxyethyl 2-cyanoprop-2-enoate Chemical compound CCOCCOC(=O)C(=C)C#N IQDPHMACOQAPBQ-UHFFFAOYSA-N 0.000 description 1
- JYTXVMYBYRTJTI-UHFFFAOYSA-N 2-methoxyethyl 2-cyanoprop-2-enoate Chemical compound COCCOC(=O)C(=C)C#N JYTXVMYBYRTJTI-UHFFFAOYSA-N 0.000 description 1
- XXISUJVWOBVITO-UHFFFAOYSA-N 2-propoxyethyl 2-cyanoprop-2-enoate Chemical compound CCCOCCOC(=O)C(=C)C#N XXISUJVWOBVITO-UHFFFAOYSA-N 0.000 description 1
- JIGUICYYOYEXFS-UHFFFAOYSA-N 3-tert-butylbenzene-1,2-diol Chemical compound CC(C)(C)C1=CC=CC(O)=C1O JIGUICYYOYEXFS-UHFFFAOYSA-N 0.000 description 1
- 208000034693 Laceration Diseases 0.000 description 1
- 241001148659 Panicum dichotomiflorum Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 210000001124 body fluid Anatomy 0.000 description 1
- 239000010839 body fluid Substances 0.000 description 1
- 230000009172 bursting Effects 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- XDZLHTBOHLGGCJ-UHFFFAOYSA-N hexyl 2-cyanoprop-2-enoate Chemical compound CCCCCCOC(=O)C(=C)C#N XDZLHTBOHLGGCJ-UHFFFAOYSA-N 0.000 description 1
- 230000002706 hydrostatic effect Effects 0.000 description 1
- 208000014674 injury Diseases 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- QRWOVIRDHQJFDB-UHFFFAOYSA-N isobutyl cyanoacrylate Chemical compound CC(C)COC(=O)C(=C)C#N QRWOVIRDHQJFDB-UHFFFAOYSA-N 0.000 description 1
- 229920001684 low density polyethylene Polymers 0.000 description 1
- 239000004702 low-density polyethylene Substances 0.000 description 1
- 239000003550 marker Substances 0.000 description 1
- 229940127554 medical product Drugs 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920005606 polypropylene copolymer Polymers 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- SQGOMFWCSGKGEP-UHFFFAOYSA-N propan-2-yl 2-cyanoprop-2-enoate Chemical compound CC(C)OC(=O)C(=C)C#N SQGOMFWCSGKGEP-UHFFFAOYSA-N 0.000 description 1
- ZTYMNUBYYQNBFP-UHFFFAOYSA-N propyl 2-cyanoprop-2-enoate Chemical compound CCCOC(=O)C(=C)C#N ZTYMNUBYYQNBFP-UHFFFAOYSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000005476 soldering Methods 0.000 description 1
- 238000001356 surgical procedure Methods 0.000 description 1
- 238000003466 welding Methods 0.000 description 1
Images
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
- A61M35/00—Devices for applying media, e.g. remedies, on the human body
- A61M35/003—Portable hand-held applicators having means for dispensing or spreading integral media
- A61M35/006—Portable hand-held applicators having means for dispensing or spreading integral media using sponges, foams, absorbent pads or swabs as spreading means
Definitions
- the present invention relates to a disposable device for dispensing cyanoacrylate compositions, a method for dispensing said compositions and methods for manufacturing said devices.
- 2-cyanoacrylate esters As adhesives for bonding tissue in medical or surgical procedures performed upon the human or animal body. 2-cyanoacrylate esters polymerize rapidly, and often instantaneously, upon contact with tissue or body fluid.
- the adhesive composition can be used to close wounds, as well as for covering and protecting surface injuries such as lacerations, abrasions, burns, sores and other open surface wounds. These are commonly applied from small tubes of the monomeric adhesive. As the small tube's contents are typically not consumed, the container must either have a re-closable cap, or else the remaining contents must be disposed of.
- the high reactivity of the cyanoacrylates requires that the tube be re-closed quickly to avoid polymerizing the entire tube.
- the 2-cyanoacrylate is often dispensed onto a cotton swab and then applied to the wound. As the surface of the cotton swab often has enough moisture to initiate polymerization of the cyanoacrylate monomer, it can be difficult to apply the cyanoacrylate to the swab, close the container, and pick up the swab and apply the adhesive with enough time before the adhesive starts to polymerize.
- U.S. Pat. No. 6,779,938 discloses a disposable device wherein the composition to be dispensed is contained in a sealed container within the device, which has a means to open the container, and an applicator end.
- U.S. Pat. No. 5,100,028 discloses a flexible fluid dispenser which is sealed at one end and sealed at the second end with a shaped seal which is said to focus pressure forces generated within the vessel when external pressure is applied, to open the seal in the region of the seal in which the forces are focused in a predictable fashion.
- Liquishield popule which comprises a tubular container containing a cyanoacrylate adhesive wherein gentle squeezing pressure on the tubular container causes hydrostatic pressure to build up throughout the tube and causes a rupture at the weakest point.
- This weak point has been deliberately created by melting a thin spot in the wall of the tube.
- a foam applicator pad covers the weak spot and as the adhesive escapes it can be spread using the applicator pad.
- the mechanism to generate the weakness appears to be intrinsically variable, since the pressure needed to release the fluid is very variable, with some PopulesTM requiring significant force to open, and others bursting in transit.
- the present invention comprises a disposable device for dispensing cyanoacrylate compositions.
- the device comprises a swab applicator which contains a cyanoacrylate composition.
- the swab applicator device of the invention is closed at one end and covered with a swab applicator with the cyanoacrylate composition contained by a valve which can be readily opened when desired.
- the device may be heat sterilized.
- FIG. 1 is a lateral view of one embodiment of the invention prior to the swab being sealed.
- FIG. 2 is a lateral cutaway view of one embodiment of the invention prior to the swab being sealed.
- FIG. 3 is a top lateral view of one embodiment of the invention after sealing.
- FIG. 4 is a side lateral cutaway view of one embodiment of the invention after sealing.
- FIG. 5 is a top view one embodiment of the invention illustrating where the valve can be snapped to open the valve.
- FIG. 6 is a lateral cutaway view of the invention after the valve has been opened.
- FIG. 7 is an expanded view of the circled area of FIG. 6 .
- FIG. 8 is a lateral view of another embodiment of the invention prior to the swab being sealed.
- FIG. 9 is a lateral cutaway view of another embodiment of the invention prior to the swab being sealed.
- FIG. 10 is a top lateral view of another embodiment of the invention after sealing.
- FIG. 11 is a side lateral cutaway view of another embodiment of the invention after sealing.
- FIG. 12 is a top view of another embodiment of the invention illustrating where the valve can be crushed to open the valve.
- FIG. 13 is a lateral cutaway view of another embodiment of the invention after the valve has been opened.
- FIGS. 1 and 2 are lateral and cutaway views of one embodiment of an applicator 100 in accordance with the invention.
- Applicator 100 comprises a hollow tube 101 with one end, 103 , being open after filing with a cyanoacrylate composition, with a second end being covered by an absorbent material, 102 .
- the cyanoacrylate composition, 110 is contained within the hollow tube housing by a valve, 104 .
- the valve can be a cylinder which comprises a channel which runs longitudinally down the cylinder. The channel is sealed at one end.
- the valve When the valve is inserted into the hollow tube, it is oriented so that the sealed end of the channel is towards the second end which is covered with the absorbent material.
- the valve In order to provide a liquid tight seal, the valve is sealed to the interior wall of the hollow tube, 105 , prior to filling, at the end of the valve nearest the first end where the valve is inserted, and the device filled with cyanoacrylate composition.
- the method of sealing the valve to the interior wall can be either heat sealing, or via ultrasonic sealing.
- a sealing mechanism presses the wall of the hollow tube together with the valve to contact the two surfaces together. The sealing mechanism then applies to the hollow tube sufficient heat or ultrasonic energy to cause the vessel walls to melt. After the heat or ultrasonic energy is no longer applied, the walls of the tube fuse together with the valve to form the seal.
- FIGS. 3 and 4 are lateral and cutaway views of the applicator after the tube is sealed at the first end, 103 .
- valve, 104 of the applicator is snapped or bent below the heat seal to open it at 112 , as illustrated in FIG. 5 .
- the valve breaks and ruptures into two pieces. This allows the cyanoacrylate composition to flow through the longitudinal channel in the valve, through the leak path 108 , into the open space 109 between the swab body 101 and the valve 104 , and into the absorbent material covering the end of the applicator as illustrated in FIG. 6 , and expanded view FIG. 7 .
- FIGS. 1-7 of the present invention utilizes a cotton swab applicator with a valve manufactured and sold by Swabplus Inc. in Pomona, Calif.
- FIGS. 8 and 9 are lateral and cutaway views of another embodiment of an applicator 100 in accordance with the invention.
- Applicator 100 comprises a hollow tube 101 with one end, 103 , being open after filing with a cyanoacrylate composition, with a second end being covered by an absorbent material, 102 .
- the cyanoacrylate composition, 110 is contained within the hollow tube housing by a valve, 114 , which is a ball, a bead or a capsule.
- the valve is sealed to the inner wall of the hollow tube by heat or ultrasonic means prior to filling.
- the valve may designed to be pressure fit into the hollow tube.
- FIGS. 10 and 11 are lateral and cutaway views of the applicator after the tube is sealed at the first end, 103 .
- FIGS. 12 and 13 illustrate how the valve, 114 , of the applicator is compressed or crushed to open the valve and release the contents of the applicator.
- the valve 114 is hollow, and is constructed of a non-rubber material. Thus when the valve is compressed or deformed at 118 in FIG. 12 , it does not recover, but rather permanently deforms or ruptures, 117 . This allows the cyanoacrylate composition to flow through the tube and into the absorbent material as illustrated in FIG. 13 .
- Suitable materials of construction for the hollow tube of the applicator should be capable of being a barrier to the diffusion of moisture into the device prior to use.
- Suitable materials for the hollow tube 101 and valves 104 and 114 include polyolefins such as high density polyethylene (HDPE), polyethylene, polypropylene and the like. High density polyethylene (HDPE) and polypropylene are preferred. High density polyethylene (HDPE) is most preferred.
- high density polyethylene refers to high density homopolymers of ethylene, and high density copolymers of ethylene with alpha olefins.
- polypropylene refers to homopolymers of propylene, as well as copolymers of propylene with ethylene and other alpha olefins.
- the polyolefin may also be fluorinated to prevent the entry of moisture and improve product stability.
- the cyanoacrylate composition 110 comprises a cyanoacrylate monomer or monomers which can be selected from the group consisting of alkyl 2-cyanoacrylate, alkenyl 2-cyanoacrylate, alkoxyalkyl 2-cyanoacrylate, or carbalkoxyalkyl 2-cyanoacrylate.
- the alkyl group of the cyanoacrylate monomer or monomers preferably has 1 to 16 carbon atoms, and includes cycloalkyl functionality.
- Suitable cyanoacrylates include for example methyl 2-cyanoacrylate, ethyl 2-cyanoacrylate, n-propyl 2-cyanoacrylate, iso-propyl 2-cyanoacrylate, n-butyl 2-cyanoacrylate, iso-butyl 2-cyanoacrylate, hexyl 2-cyanoacrylate, n-octyl 2-cyanoacrylate, 2-octyl 2-cyanoacrylate, 2-methoxyethyl 2-cyanoacrylate, 2-ethoxyethyl 2-cyanoacrylate and 2-propoxyethyl 2-cyanoacrylate.
- Preferred cyanoacrylates include n-butyl 2-cyanoacrylate, n-octyl 2-cyanoacrylate and mixtures thereof.
- the cyanoacrylate compositions of the present invention can be stabilized against premature polymerization with anionic and free-radical polymerization inhibitors.
- Anionic polymerization inhibitors known in the art include soluble acidic gases (for example sulfur dioxide), and phosphoric, carboxylic and organic sulphonic acids.
- Free-radical polymerization inhibitors include hydroquinone, t-butyl catechol, hydroxyanisole, butylated hydroxyanisole and butylated hydroxytoluene.
- Preferred polymerization inhibitors include butylated hydroxyanisole, hydroxyanisole, butylated hydroxytoluene, and mixtures thereof. Free-radical polymerization inhibitors can be used at levels from about 10 ppm to about 200 ppm, depending on the particular polymerization inhibitor. Typical amounts of free-radical polymerization inhibitors can be from about 20 to about 100 ppm.
- the applicators of the device can be filled using commonly available filling equipment. Cyanoacrylate monomers are very sensitive to moisture and other contaminants. Accordingly, filling equipment must be kept scrupulously clean and free of contaminants. Any pressurized air used to drive pumps or pressurize liquid reservoirs must be scrupulously dried and filtered to remove contamination. In addition to air pressure driven filing equipment, positive displacement pumps may also be utilized. Positive displacement pumps are preferred.
- the end 103 is closed by one of several closing means. These include heat sealing to press the end of the tube together into a flat surface and then fuse them through application of sufficient heat to fuse the polyolefin, and ultrasonic welding wherein the end of the tube is pressed flat and then fused through application of sufficient ultrasonic energy to melt the walls of the tube. After the heat or ultrasonic energy is removed, the surfaces fuse together.
- the applicator device of the invention may be sterilized.
- Cyanoacrylate compositions can be sterilized either by exposure to gamma irradiation, or by dry-heat sterilization.
- U.S. Pat. 6,136,326 and U.S. patent application Ser. No. 10/944,635 disclose dry-heat sterilization of cyanoacrylate adhesive compositions and their disclosures are herein incorporated by reference.
- Applicator devices of the invention are capable of withstanding the pressures generated during the sterilization process without rupturing or leaking.
- Polypropylene swabs from Swabplus Inc., located at 9669 Hermosa Avenue Albanyo Cucamonga, Calif. 91730 USA, having an oblong valve were filled by hand through a syringe with 0.20 g of a medical cyanoacrylate (FlexAid) available from Chemence Medical Inc., 185 Bluegrass Valley Parkway, Alpharetta, Ga.
- the open end of the swab was pressed together and heat-sealed with a pair of pliers and a flame. The closed end was fitted with a polyurethane foam tip.
- the swap was striped with a magic marker one inch from the closed foam tip.
- the liquid contents were dispensed from the applicator by bending at the stripe to one side until it snapped.
- the foam capped tip, filled with the formulated liquid cyanoacrylate was easily dispensed onto the skin surface. In this way a low viscosity formulation could be applied without spillage or dripping of the adhesive onto unwanted areas.
- Polypropylene swabs as above were filled with formulated liquid bandage, manufactured by Closure Medical Corporation (Lot 092106), sold by Johnson and Johnson as Band-Aid® liquid bandage using a 1 ml pipette. Swabs were filled within a range of 0.153-0.204 g. The open end was pressed together and heat-sealed using a Uline 8 ′′ Impulse Sealer set at 8 for 15-20 seconds. The swabs were then fitted with an activated foam tip obtained from the Band-Aid liquid bandage kit.
- the liquid bandage was applied to a minor abrasion by squeezing four drops onto the end of the foam end of the activator and compared to the application on a similar wound with the swabplus device by applying as described in example one. Applying the liquid bandage as directed presents an opportunity to spill the liquid.
- the swab plus applicator permits a controlled application with little chance of spillage.
- a fill between 0.08-0.10 g is sufficient to saturate the foam tip and cover a minor wound like a paper cut.
- Polypropylene swabs from Swabplus Inc. located at 9669 Hermosa Avenue, Collinso Cucamonga, Calif. 91730 USA, were dis-assembled to extract the brittle polypropylene valve. These were inserted into LDPE (Ablex 201) and HDPE (Alblex 503) tubes (0.146 ⁇ 0.168 ⁇ 6.0 inch) obtained from Action Technology located at Route 10 East, P.O. Box 111, Clinton, Ill. 61727.
- the valves were fixed in the device using a soldering iron to seal the outside wall of the valve to the inside wall of the tube.
- the polyethylene swabs, prepared as above, were filled with a formulated FlexAid liquid adhesive (RCM-11-034), manufactured by Chemence Medical, Inc.
- Swabs were filled in a range of 0.17-0.19 g.
- the open ends of the swabs were cut to an approximate 3′′ length, and the opening pressed together and heat-sealed with a heated pair of pliers.
- the closed end was fitted with a polyurethane foam tip.
- the liquid contents were dispensed from the applicator by bending the tube at the valve end to one side until it snapped.
- the foam capped tip, filled with the formulated liquid cyanoacrylate was easily applied onto the skin surface. In this manner a low viscosity formulation was applied without spillage or dripping of the adhesive onto unwanted areas.
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Anesthesiology (AREA)
- Biomedical Technology (AREA)
- Heart & Thoracic Surgery (AREA)
- Hematology (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Media Introduction/Drainage Providing Device (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
Description
- 1. Field of the Invention
- The present invention relates to a disposable device for dispensing cyanoacrylate compositions, a method for dispensing said compositions and methods for manufacturing said devices.
- 2. Background
- It is known to use 2-cyanoacrylate esters as adhesives for bonding tissue in medical or surgical procedures performed upon the human or animal body. 2-cyanoacrylate esters polymerize rapidly, and often instantaneously, upon contact with tissue or body fluid. In these applications, the adhesive composition can be used to close wounds, as well as for covering and protecting surface injuries such as lacerations, abrasions, burns, sores and other open surface wounds. These are commonly applied from small tubes of the monomeric adhesive. As the small tube's contents are typically not consumed, the container must either have a re-closable cap, or else the remaining contents must be disposed of. However, the high reactivity of the cyanoacrylates requires that the tube be re-closed quickly to avoid polymerizing the entire tube. The 2-cyanoacrylate is often dispensed onto a cotton swab and then applied to the wound. As the surface of the cotton swab often has enough moisture to initiate polymerization of the cyanoacrylate monomer, it can be difficult to apply the cyanoacrylate to the swab, close the container, and pick up the swab and apply the adhesive with enough time before the adhesive starts to polymerize.
- U.S. Pat. No. 6,779,938 discloses a disposable device wherein the composition to be dispensed is contained in a sealed container within the device, which has a means to open the container, and an applicator end.
- U.S. Pat. No. 5,100,028 discloses a flexible fluid dispenser which is sealed at one end and sealed at the second end with a shaped seal which is said to focus pressure forces generated within the vessel when external pressure is applied, to open the seal in the region of the seal in which the forces are focused in a predictable fashion.
- Puritan Medical Products markets a swab device under the name Liquishield popule, which comprises a tubular container containing a cyanoacrylate adhesive wherein gentle squeezing pressure on the tubular container causes hydrostatic pressure to build up throughout the tube and causes a rupture at the weakest point. This weak point has been deliberately created by melting a thin spot in the wall of the tube. A foam applicator pad covers the weak spot and as the adhesive escapes it can be spread using the applicator pad. The mechanism to generate the weakness appears to be intrinsically variable, since the pressure needed to release the fluid is very variable, with some Popules™ requiring significant force to open, and others bursting in transit.
- The present invention comprises a disposable device for dispensing cyanoacrylate compositions. In one embodiment of the invention, the device comprises a swab applicator which contains a cyanoacrylate composition. The swab applicator device of the invention is closed at one end and covered with a swab applicator with the cyanoacrylate composition contained by a valve which can be readily opened when desired. The device may be heat sterilized. The features and advantages of the device and compositions of the present invention will become apparent from the following more detailed description.
- For a more complete understanding of the features and objects of the invention, reference should be made to the following detailed description of the invention and the accompanying drawings, in which:
-
FIG. 1 is a lateral view of one embodiment of the invention prior to the swab being sealed. -
FIG. 2 is a lateral cutaway view of one embodiment of the invention prior to the swab being sealed. -
FIG. 3 is a top lateral view of one embodiment of the invention after sealing. -
FIG. 4 is a side lateral cutaway view of one embodiment of the invention after sealing. -
FIG. 5 is a top view one embodiment of the invention illustrating where the valve can be snapped to open the valve. -
FIG. 6 is a lateral cutaway view of the invention after the valve has been opened. -
FIG. 7 is an expanded view of the circled area ofFIG. 6 . -
FIG. 8 is a lateral view of another embodiment of the invention prior to the swab being sealed. -
FIG. 9 is a lateral cutaway view of another embodiment of the invention prior to the swab being sealed. -
FIG. 10 is a top lateral view of another embodiment of the invention after sealing. -
FIG. 11 is a side lateral cutaway view of another embodiment of the invention after sealing. -
FIG. 12 is a top view of another embodiment of the invention illustrating where the valve can be crushed to open the valve. -
FIG. 13 is a lateral cutaway view of another embodiment of the invention after the valve has been opened. -
FIGS. 1 and 2 are lateral and cutaway views of one embodiment of an applicator 100 in accordance with the invention. Applicator 100 comprises ahollow tube 101 with one end, 103, being open after filing with a cyanoacrylate composition, with a second end being covered by an absorbent material, 102. The cyanoacrylate composition, 110, is contained within the hollow tube housing by a valve, 104. The valve can be a cylinder which comprises a channel which runs longitudinally down the cylinder. The channel is sealed at one end. - When the valve is inserted into the hollow tube, it is oriented so that the sealed end of the channel is towards the second end which is covered with the absorbent material. In order to provide a liquid tight seal, the valve is sealed to the interior wall of the hollow tube, 105, prior to filling, at the end of the valve nearest the first end where the valve is inserted, and the device filled with cyanoacrylate composition. The method of sealing the valve to the interior wall can be either heat sealing, or via ultrasonic sealing. To form this seal, a sealing mechanism presses the wall of the hollow tube together with the valve to contact the two surfaces together. The sealing mechanism then applies to the hollow tube sufficient heat or ultrasonic energy to cause the vessel walls to melt. After the heat or ultrasonic energy is no longer applied, the walls of the tube fuse together with the valve to form the seal.
-
FIGS. 3 and 4 are lateral and cutaway views of the applicator after the tube is sealed at the first end, 103. - To open the valve and release the contents of the swab, the valve, 104, of the applicator is snapped or bent below the heat seal to open it at 112, as illustrated in
FIG. 5 . The valve breaks and ruptures into two pieces. This allows the cyanoacrylate composition to flow through the longitudinal channel in the valve, through theleak path 108, into theopen space 109 between theswab body 101 and thevalve 104, and into the absorbent material covering the end of the applicator as illustrated inFIG. 6 , and expanded viewFIG. 7 . - The embodiment depicted in
FIGS. 1-7 of the present invention utilizes a cotton swab applicator with a valve manufactured and sold by Swabplus Inc. in Pomona, Calif. -
FIGS. 8 and 9 are lateral and cutaway views of another embodiment of an applicator 100 in accordance with the invention. Applicator 100 comprises ahollow tube 101 with one end, 103, being open after filing with a cyanoacrylate composition, with a second end being covered by an absorbent material, 102. The cyanoacrylate composition, 110, is contained within the hollow tube housing by a valve, 114, which is a ball, a bead or a capsule. In order to provide a liquid tight seal, the valve is sealed to the inner wall of the hollow tube by heat or ultrasonic means prior to filling. Alternatively, the valve may designed to be pressure fit into the hollow tube. -
FIGS. 10 and 11 are lateral and cutaway views of the applicator after the tube is sealed at the first end, 103. -
FIGS. 12 and 13 illustrate how the valve, 114, of the applicator is compressed or crushed to open the valve and release the contents of the applicator. Thevalve 114 is hollow, and is constructed of a non-rubber material. Thus when the valve is compressed or deformed at 118 inFIG. 12 , it does not recover, but rather permanently deforms or ruptures, 117. This allows the cyanoacrylate composition to flow through the tube and into the absorbent material as illustrated inFIG. 13 . - It is important that the cyanoacrylate composition contained within the hollow tube of the applicator be protected from moisture, so that polymerization of the cyanoacrylate is not initiated prior to use. Suitable materials of construction for the hollow tube of the applicator should be capable of being a barrier to the diffusion of moisture into the device prior to use. Suitable materials for the
hollow tube 101 and 104 and 114 include polyolefins such as high density polyethylene (HDPE), polyethylene, polypropylene and the like. High density polyethylene (HDPE) and polypropylene are preferred. High density polyethylene (HDPE) is most preferred. The term high density polyethylene (HDPE) as used herein refers to high density homopolymers of ethylene, and high density copolymers of ethylene with alpha olefins. The term polypropylene as used herein refers to homopolymers of propylene, as well as copolymers of propylene with ethylene and other alpha olefins. The polyolefin may also be fluorinated to prevent the entry of moisture and improve product stability.valves - The
cyanoacrylate composition 110, comprises a cyanoacrylate monomer or monomers which can be selected from the group consisting of alkyl 2-cyanoacrylate, alkenyl 2-cyanoacrylate, alkoxyalkyl 2-cyanoacrylate, or carbalkoxyalkyl 2-cyanoacrylate. The alkyl group of the cyanoacrylate monomer or monomers preferably has 1 to 16 carbon atoms, and includes cycloalkyl functionality. Suitable cyanoacrylates include for example methyl 2-cyanoacrylate, ethyl 2-cyanoacrylate, n-propyl 2-cyanoacrylate, iso-propyl 2-cyanoacrylate, n-butyl 2-cyanoacrylate, iso-butyl 2-cyanoacrylate, hexyl 2-cyanoacrylate, n-octyl 2-cyanoacrylate, 2-octyl 2-cyanoacrylate, 2-methoxyethyl 2-cyanoacrylate, 2-ethoxyethyl 2-cyanoacrylate and 2-propoxyethyl 2-cyanoacrylate. Preferred cyanoacrylates include n-butyl 2-cyanoacrylate, n-octyl 2-cyanoacrylate and mixtures thereof. - The cyanoacrylate compositions of the present invention can be stabilized against premature polymerization with anionic and free-radical polymerization inhibitors. Anionic polymerization inhibitors, known in the art include soluble acidic gases (for example sulfur dioxide), and phosphoric, carboxylic and organic sulphonic acids. Free-radical polymerization inhibitors include hydroquinone, t-butyl catechol, hydroxyanisole, butylated hydroxyanisole and butylated hydroxytoluene. Preferred polymerization inhibitors include butylated hydroxyanisole, hydroxyanisole, butylated hydroxytoluene, and mixtures thereof. Free-radical polymerization inhibitors can be used at levels from about 10 ppm to about 200 ppm, depending on the particular polymerization inhibitor. Typical amounts of free-radical polymerization inhibitors can be from about 20 to about 100 ppm.
- The applicators of the device can be filled using commonly available filling equipment. Cyanoacrylate monomers are very sensitive to moisture and other contaminants. Accordingly, filling equipment must be kept scrupulously clean and free of contaminants. Any pressurized air used to drive pumps or pressurize liquid reservoirs must be scrupulously dried and filtered to remove contamination. In addition to air pressure driven filing equipment, positive displacement pumps may also be utilized. Positive displacement pumps are preferred.
- After filing the device with a cyanoacrylate composition, the
end 103 is closed by one of several closing means. These include heat sealing to press the end of the tube together into a flat surface and then fuse them through application of sufficient heat to fuse the polyolefin, and ultrasonic welding wherein the end of the tube is pressed flat and then fused through application of sufficient ultrasonic energy to melt the walls of the tube. After the heat or ultrasonic energy is removed, the surfaces fuse together. - The applicator device of the invention may be sterilized. Cyanoacrylate compositions can be sterilized either by exposure to gamma irradiation, or by dry-heat sterilization. U.S. Pat. 6,136,326 and U.S. patent application Ser. No. 10/944,635 disclose dry-heat sterilization of cyanoacrylate adhesive compositions and their disclosures are herein incorporated by reference. Applicator devices of the invention are capable of withstanding the pressures generated during the sterilization process without rupturing or leaking.
- The following examples are offered to illustrate embodiments of the invention, and should not be viewed as limiting the scope of the invention.
- Polypropylene swabs from Swabplus Inc., located at 9669 Hermosa Avenue Rancho Cucamonga, Calif. 91730 USA, having an oblong valve were filled by hand through a syringe with 0.20 g of a medical cyanoacrylate (FlexAid) available from Chemence Medical Inc., 185 Bluegrass Valley Parkway, Alpharetta, Ga. The open end of the swab was pressed together and heat-sealed with a pair of pliers and a flame. The closed end was fitted with a polyurethane foam tip.
- The swap was striped with a magic marker one inch from the closed foam tip. The liquid contents were dispensed from the applicator by bending at the stripe to one side until it snapped. The foam capped tip, filled with the formulated liquid cyanoacrylate was easily dispensed onto the skin surface. In this way a low viscosity formulation could be applied without spillage or dripping of the adhesive onto unwanted areas.
- Polypropylene swabs as above were filled with formulated liquid bandage, manufactured by Closure Medical Corporation (Lot 092106), sold by Johnson and Johnson as Band-Aid® liquid bandage using a 1 ml pipette. Swabs were filled within a range of 0.153-0.204 g. The open end was pressed together and heat-sealed using a Uline 8″ Impulse Sealer set at 8 for 15-20 seconds. The swabs were then fitted with an activated foam tip obtained from the Band-Aid liquid bandage kit. The liquid bandage was applied to a minor abrasion by squeezing four drops onto the end of the foam end of the activator and compared to the application on a similar wound with the swabplus device by applying as described in example one. Applying the liquid bandage as directed presents an opportunity to spill the liquid. The swab plus applicator permits a controlled application with little chance of spillage. A fill between 0.08-0.10 g is sufficient to saturate the foam tip and cover a minor wound like a paper cut.
- Polypropylene swabs from Swabplus Inc., located at 9669 Hermosa Avenue, Rancho Cucamonga, Calif. 91730 USA, were dis-assembled to extract the brittle polypropylene valve. These were inserted into LDPE (Ablex 201) and HDPE (Alblex 503) tubes (0.146×0.168×6.0 inch) obtained from Action Technology located at Route 10 East, P.O. Box 111, Clinton, Ill. 61727. The valves were fixed in the device using a soldering iron to seal the outside wall of the valve to the inside wall of the tube. The polyethylene swabs, prepared as above, were filled with a formulated FlexAid liquid adhesive (RCM-11-034), manufactured by Chemence Medical, Inc. using a 1 ml pipette. Swabs were filled in a range of 0.17-0.19 g. The open ends of the swabs were cut to an approximate 3″ length, and the opening pressed together and heat-sealed with a heated pair of pliers. The closed end was fitted with a polyurethane foam tip. The liquid contents were dispensed from the applicator by bending the tube at the valve end to one side until it snapped. The foam capped tip, filled with the formulated liquid cyanoacrylate was easily applied onto the skin surface. In this manner a low viscosity formulation was applied without spillage or dripping of the adhesive onto unwanted areas.
Claims (57)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/149,794 US20060282035A1 (en) | 2005-06-10 | 2005-06-10 | Cyanoacrylate adhesive applicator swab |
| PCT/US2006/022656 WO2006135829A2 (en) | 2005-06-10 | 2006-06-10 | Cyanoacrylate adhesive applicator swab |
| EP06772814A EP1907043A2 (en) | 2005-06-10 | 2006-06-10 | Cyanoacrylate adhesive applicator swab |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/149,794 US20060282035A1 (en) | 2005-06-10 | 2005-06-10 | Cyanoacrylate adhesive applicator swab |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US20060282035A1 true US20060282035A1 (en) | 2006-12-14 |
Family
ID=37232902
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US11/149,794 Abandoned US20060282035A1 (en) | 2005-06-10 | 2005-06-10 | Cyanoacrylate adhesive applicator swab |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US20060282035A1 (en) |
| EP (1) | EP1907043A2 (en) |
| WO (1) | WO2006135829A2 (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20050257498A1 (en) * | 2004-05-18 | 2005-11-24 | Garry Tsaur | Tube filling process for liquid filled cotton swabs |
| US20080119776A1 (en) * | 2003-12-23 | 2008-05-22 | Zhendong Wu | Wiper and the Preparing Method Thereof |
| WO2012040031A1 (en) | 2010-09-20 | 2012-03-29 | Adhezion Biomedical, Llc | Applicators for dispensing adhesive or sealant material |
| USD669982S1 (en) * | 2011-11-02 | 2012-10-30 | Adhezion Biomedical, Llc | Dispensing applicator with a round cylindrical handle |
| US8858484B2 (en) | 2008-12-30 | 2014-10-14 | Otsuka America Pharmaceutical, Inc. | Fluid application device and method |
| US9066711B2 (en) | 2011-11-02 | 2015-06-30 | Adhezion Biomedical, Llc | Applicators for storing sterilizing, and dispensing an adhesive |
| US9309019B2 (en) | 2010-05-21 | 2016-04-12 | Adhezion Biomedical, Llc | Low dose gamma sterilization of liquid adhesives |
| WO2019099352A1 (en) | 2017-11-14 | 2019-05-23 | Adhezion Biomedical, Llc | Device and liquid compositions for securing catheters having a rigid tapered tip |
| USD1080863S1 (en) | 2020-06-19 | 2025-06-24 | Okapi Medical, Llc | Medical adhesive applicator body |
Citations (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4507111A (en) * | 1981-03-09 | 1985-03-26 | Whitman Medical Corporation | Surgical scrub |
| US5035348A (en) * | 1989-09-01 | 1991-07-30 | Institute Guilfoyle | Container having a pressure-rupturable seal for dispensing contents |
| US5100028A (en) * | 1989-09-01 | 1992-03-31 | Institute Guilfoyle | Pressure-rupturable container seal having a fluid flow directing shield |
| US6283933B1 (en) * | 1998-12-23 | 2001-09-04 | Closure Medical Corporation | Applicator for dispensable liquids |
| US6620846B1 (en) * | 2000-08-02 | 2003-09-16 | Closure Medical Corporation | Absorbable adhesive compositions |
| US20030175657A1 (en) * | 2002-03-13 | 2003-09-18 | Atkins Don C. | Tooth whitening means |
| US6754930B1 (en) * | 2003-09-17 | 2004-06-29 | Garry Tsaur | Multi-sectional applicator |
| US20040146334A1 (en) * | 1994-12-12 | 2004-07-29 | May Richard James | Dispenser and process |
| US20040158188A1 (en) * | 2002-10-01 | 2004-08-12 | L'oreal | Analyte-taking device |
| US6779938B1 (en) * | 2003-04-22 | 2004-08-24 | Garry Tsaur | Container with applicator |
| US6789971B2 (en) * | 2001-10-09 | 2004-09-14 | Garry Tsaur | Multi-channel container |
| US6802437B2 (en) * | 2002-04-20 | 2004-10-12 | Garry Tsaur | Container |
| US20040253039A1 (en) * | 2003-06-13 | 2004-12-16 | Stenton Richard J. | Disposable applicator for topical composition |
| US20040267180A1 (en) * | 2003-06-27 | 2004-12-30 | Beaudry Scott Alexander | Hemostatic cleansing swab |
-
2005
- 2005-06-10 US US11/149,794 patent/US20060282035A1/en not_active Abandoned
-
2006
- 2006-06-10 WO PCT/US2006/022656 patent/WO2006135829A2/en not_active Ceased
- 2006-06-10 EP EP06772814A patent/EP1907043A2/en not_active Withdrawn
Patent Citations (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4507111A (en) * | 1981-03-09 | 1985-03-26 | Whitman Medical Corporation | Surgical scrub |
| US5035348A (en) * | 1989-09-01 | 1991-07-30 | Institute Guilfoyle | Container having a pressure-rupturable seal for dispensing contents |
| US5100028A (en) * | 1989-09-01 | 1992-03-31 | Institute Guilfoyle | Pressure-rupturable container seal having a fluid flow directing shield |
| US20040146334A1 (en) * | 1994-12-12 | 2004-07-29 | May Richard James | Dispenser and process |
| US6283933B1 (en) * | 1998-12-23 | 2001-09-04 | Closure Medical Corporation | Applicator for dispensable liquids |
| US6620846B1 (en) * | 2000-08-02 | 2003-09-16 | Closure Medical Corporation | Absorbable adhesive compositions |
| US6789971B2 (en) * | 2001-10-09 | 2004-09-14 | Garry Tsaur | Multi-channel container |
| US20030175657A1 (en) * | 2002-03-13 | 2003-09-18 | Atkins Don C. | Tooth whitening means |
| US6802437B2 (en) * | 2002-04-20 | 2004-10-12 | Garry Tsaur | Container |
| US20040158188A1 (en) * | 2002-10-01 | 2004-08-12 | L'oreal | Analyte-taking device |
| US6779938B1 (en) * | 2003-04-22 | 2004-08-24 | Garry Tsaur | Container with applicator |
| US20040253039A1 (en) * | 2003-06-13 | 2004-12-16 | Stenton Richard J. | Disposable applicator for topical composition |
| US20040267180A1 (en) * | 2003-06-27 | 2004-12-30 | Beaudry Scott Alexander | Hemostatic cleansing swab |
| US6754930B1 (en) * | 2003-09-17 | 2004-06-29 | Garry Tsaur | Multi-sectional applicator |
Cited By (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20080119776A1 (en) * | 2003-12-23 | 2008-05-22 | Zhendong Wu | Wiper and the Preparing Method Thereof |
| US8740831B2 (en) * | 2003-12-23 | 2014-06-03 | Longood Medicine (Jiangsu) Co., Ltd. | Wiper and the preparing method thereof |
| US9085378B2 (en) * | 2004-05-18 | 2015-07-21 | Unidose Systems, Inc. | Tube filling process for liquid filled cotton swabs |
| US20050257498A1 (en) * | 2004-05-18 | 2005-11-24 | Garry Tsaur | Tube filling process for liquid filled cotton swabs |
| US9566421B2 (en) | 2008-12-30 | 2017-02-14 | Otsuka America Pharmaceutical, Inc. | Fluid application device and method |
| US8858484B2 (en) | 2008-12-30 | 2014-10-14 | Otsuka America Pharmaceutical, Inc. | Fluid application device and method |
| US9309019B2 (en) | 2010-05-21 | 2016-04-12 | Adhezion Biomedical, Llc | Low dose gamma sterilization of liquid adhesives |
| US8550737B2 (en) | 2010-09-20 | 2013-10-08 | Adhezion Biomedical, Llc | Applicators for dispensing adhesive or sealant material |
| WO2012040031A1 (en) | 2010-09-20 | 2012-03-29 | Adhezion Biomedical, Llc | Applicators for dispensing adhesive or sealant material |
| US9066711B2 (en) | 2011-11-02 | 2015-06-30 | Adhezion Biomedical, Llc | Applicators for storing sterilizing, and dispensing an adhesive |
| USD669982S1 (en) * | 2011-11-02 | 2012-10-30 | Adhezion Biomedical, Llc | Dispensing applicator with a round cylindrical handle |
| US9533326B2 (en) | 2011-11-02 | 2017-01-03 | Adhezion Biomedical, Llc | Applicators for storing, sterilizing, and dispensing an adhesive |
| US9877709B2 (en) | 2011-11-02 | 2018-01-30 | Adhezion Biomedical, Llc | Applicators for storing, sterilizing, and dispensing an adhesive |
| WO2019099352A1 (en) | 2017-11-14 | 2019-05-23 | Adhezion Biomedical, Llc | Device and liquid compositions for securing catheters having a rigid tapered tip |
| US10722688B2 (en) | 2017-11-14 | 2020-07-28 | Adhezion Biomedical, Llc | Device and liquid compositions for securing catheters having a rigid tapered tip |
| USD1080863S1 (en) | 2020-06-19 | 2025-06-24 | Okapi Medical, Llc | Medical adhesive applicator body |
| USD1080864S1 (en) | 2020-06-19 | 2025-06-24 | Okapi Medical, Llc | Medical adhesive applicator handle |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2006135829A3 (en) | 2007-03-29 |
| WO2006135829A2 (en) | 2006-12-21 |
| EP1907043A2 (en) | 2008-04-09 |
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Legal Events
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|---|---|---|---|
| AS | Assignment |
Owner name: CLAST TRADING LTD, HONG KONG Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:BATTISTI, MR. PETER;REEL/FRAME:016303/0404 Effective date: 20050520 Owner name: CLAST TRADING LTD, HONG KONG Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:QUINN, MR. JAMES;REEL/FRAME:016303/0429 Effective date: 20050718 Owner name: CLAST TRADING LTD, HONG KONG Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:RACH, DR. JOSEPH F;REEL/FRAME:016303/0997 Effective date: 20050520 |
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| STCB | Information on status: application discontinuation |
Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION |